Lot numbers can be found on the outside label of a product:
4-Chloro-2-(trifluoromethyl)quinazoline
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CAS No. 52353-35-2
- Cat. No. CS-0093922
- Purity≥97%
- MDL No.MFCD00793683
*For research and further manufacturing use only, not for direct human use.
Structure of 52353-35-2
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General Information
- CAS No. 52353-35-2
- Cat. No. CS-0093922
- Purity ≥97%
- MDL No. MFCD00793683
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₄ClF₃N₂
- Molecular Weight 232.59
- Synonym(s) None
- SMILES FC(C1=NC(Cl)=C2C=CC=CC2=N1)(F)F
Description
4-Chloro-2-(trifluoromethyl)quinazoline features a rigid, electron-deficient quinazoline core enhanced by a strongly inductive trifluoromethyl group and a chlorine substituent at the 4-position. This combination imparts high stability and tailored reactivity, enabling efficient incorporation into pharmaceutical scaffolds and advanced materials. The molecule's planar structure supports strong π-stacking interactions, facilitating precise molecular recognition in target binding.
Application
4-Chloro-2-(trifluoromethyl)quinazoline serves as a versatile building block in medicinal chemistry, enabling efficient access to kinase inhibitors and bioactive heterocycles. Its electron-deficient quinazoline core facilitates palladium-catalyzed cross-coupling reactions, while the chloro and trifluoromethyl groups offer orthogonal reactivity for sequential functionalization. Bench-stable and compatible with standard synthetic workflows, it functions as a key scaffold in the development of targeted therapeutics.
Synthesis
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Route1
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26059-81-4 - ~79%
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In-stock
52353-35-2
References
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Chandrika, P Mani; Yakaiah; Narsaiah; Sridhar; Venugopal; Rao, J Venkateshwara; Kumar, K Pranay; Murthy; Rao, A Raghu Ram Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009 , vol. 48, # 6 p. 840 - 847
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Route2
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28144-70-9 - ~%
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In-stock
52353-35-2
References
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Milhau, Ludovic; Guiry, Patrick J. Synlett, 2011 , # 3 art. no. D31910ST, p. 383 - 385
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Route3
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118-92-3
- ~%
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In-stock
52353-35-2
References
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Palanki, Moorthy S. S.; Erdman, Paul E.; Ren, Minghuan; Suto, Mark; Bennett, Brydon L.; Manning, Anthony; Ransone, Lynn; Spooner, Cheryl; Desai, Sonal; Ow, Arnie; Totsuka, Ryuichi; Tsao, Peter; Toriumi, Wataru Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 22 p. 4077 - 4080
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 25.78
- LogP 3.302
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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